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> Massachusetts
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Best Boston Apartments on Holiday Lettings - Condos

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$1 $750 -

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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2 Vacation rentals

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Great rentals within 20 miles that match your search

Cambridge ski apartment to rent.

Cambridge apartment

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $556 / night

$3,407 - $6,613 / week

1 / 36

Great rentals within 20 miles that match your search

Cambridge ski apartment to rent.

Cambridge apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $454 / night

$2,977 - $4,580 / week

1 / 31

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation hotel apartment in Winthrop

Winthrop hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $297 / night

$2,076 / week

1 / 4

Great rentals within 20 miles that match your search

Malden Vacation home rental

Malden house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $401 / night

$2,863 / week

1 / 50

Great rentals within 20 miles that match your search

Cambridge Vacation apartment rental

Cambridge apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $687 / night

$4,809 / week

1 / 65

Great rentals within 20 miles that match your search

Apartment rental in Cambridge

Cambridge apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $430 / night

$2,577 / week

1 / 38

Great rentals within 20 miles that match your search

Apartment rental in Revere

Revere apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $161 / night

$962 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation apartment in Brookline

Brookline apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Skiing – property near ski resort

from $430 / night

$2,577 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation apartment in Malden

Malden apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Skiing – property near ski resort

from $224 / night

$1,563 / week

1 / 36

Great rentals within 20 miles that match your search

Home rental in Lexington

Lexington house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $168 / night

$1,174 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home in Cambridge

Cambridge house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Skiing – property near ski resort

from $69 / night

$481 / week

1 / 4

Great rentals within 20 miles that match your search

Milton Vacation home rental

Milton house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Skiing – property near ski resort

from $828 / night

$5,795 / week

1 / 60

Great rentals within 20 miles that match your search

Vacation apartment rental

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Skiing – property near ski resort

from $172 / night

$1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment rental

Quincy apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $171 / night

$1,195 / week

1 / 76

Great rentals within 20 miles that match your search

Vacation home in Malden

Malden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

1 review

from $401 / night

$2,519 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation home rental

Boston house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $286 / night

$1,996 / week

1 / 27

Great rentals within 20 miles that match your search

Brookline Vacation studio rental

Brookline studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $212 / night

$1,331 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home rental

Quincy house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $171 / night

$1,575 - $3,178 / week

1 / 22

Great rentals within 20 miles that match your search

Quincy Vacation home rental

Quincy house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

4 reviews

from $1,133 / night

$7,927 / week

1 / 31

Great rentals within 20 miles that match your search

Boston Vacation home rental

Boston house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 10

1 filter does not match: Skiing – property near ski resort

from $287 / night

$2,004 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Norwood

Norwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Skiing – property near ski resort

from $111 / night

$701 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home rental

Quincy house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $142 / night

$989 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Swampscott

Swampscott house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $700 / night

$4,898 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation apartment in Milton

Milton apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $391 / night

$2,734 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation apartment in Everett

Everett apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $184 / night

$1,283 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Quincy

Quincy house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $458 / night

$4,008 - $7,214 / week

1 / 32

Great rentals within 20 miles that match your search

Boston Vacation boathouse rental

Boston boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $516 / night

$2,863 / week

1 / 16

Great rentals within 20 miles that match your search

Boston Vacation home rental

Boston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $446 / night

$3,118 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Boston

Boston apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Skiing – property near ski resort

5 reviews

from $228 / night

$1,346 - $2,377 / week

1 / 37

Great rentals within 20 miles that match your search

Somerville Vacation apartment rental

Somerville apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $401 / night

$2,806 / week

1 / 23

Great rentals within 20 miles that match your search

Cambridge Vacation apartment rental

Cambridge apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from $456 / night

$3,192 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Medford

Medford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $228 / night

$1,596 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Malden

Malden house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $350 / night

$2,450 / week

1 / 30

Great rentals within 20 miles that match your search

Somerville Vacation home rental

Somerville house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $334 / night

$2,338 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation home in Chelsea

Chelsea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from $400 / night

$2,800 / week

1 / 30

Great rentals within 20 miles that match your search

Quincy Vacation home rental

Quincy house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Skiing – property near ski resort

from $175 / night

$1,225 / week

1 / 20

Great rentals within 20 miles that match your search

Cambridge Vacation home rental

Cambridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $463 / night

$3,241 / week

1 / 28

Great rentals within 20 miles that match your search

Dedham Vacation apartment rental

Dedham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Skiing – property near ski resort

from $150 / night

$1,050 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment in Medford

Medford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from $222 / night

$1,554 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation condo in Winthrop

Winthrop condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Skiing – property near ski resort

from $338 / night

$2,366 / week

1 / 17